Synthesis of Optically Active β- or γ-Alkyl-Substituted Alcohols through Copper-Catalyzed Asymmetric Allylic Alkylation with Organolithium Reagents

被引:18
|
作者
Guduguntla, Sureshbabu [1 ]
Fananas-Mastral, Martin [1 ]
Feringa, Ben L. [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
来源
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 17期
关键词
ENANTIOSELECTIVE SYNTHESIS; PHOSPHORAMIDITE LIGAND; CARBOALUMINATION; ALDEHYDES; ALKENES;
D O I
10.1021/jo401536u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient one-pot synthesis of optically active beta-alkyl-substituted alcohols through a tandem copper-catalyzed asymmetric allylic alkylation (AAA) with organolithium reagents and reductive ozonolysis is presented. Furthermore, hydroboration-oxidation following the Cu-catalyzed AAA leads to the corresponding homochiral gamma-alkyl-substituted alcohols.
引用
收藏
页码:8274 / 8280
页数:7
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